Sheboygan, Wisconsin, transforms into a charming autumn escape, offering a rich mix of seasonal activities and small-town charm. From crisp afternoons spent apple picking to leisurely scenic drives framed by fiery fall foliage, to lively local festivals that celebrate the season, Sheboygan is brimming with ways to make the most of autumn.
Make your getaway even more memorable by booking your stay with Sheboygan Vacation Rentals — then read on for the best things to see, do, and experience in Sheboygan this fall.
Sheboygan Weather in the Fall
Fall weather in Sheboygan is typically mild and crisp, making it ideal for outdoor activities. Average daytime temperatures in September range from the mid-60s to low 70s Fahrenheit, gradually cooling as October approaches.
By October, temperatures often drop to the 50s during the day and can dip into the 40s at night. The region experiences moderate rainfall throughout the fall, contributing to the vibrant foliage colors. Winds from Lake Michigan can add a refreshing chill, especially in the evenings.
Lake Michigan Weather in the Fall
Lake Michigan in the fall is a stunning sight as the surrounding trees change into vibrant hues of red, orange, and yellow. The cooler temperatures bring a crispness to the air, making lakeside walks especially refreshing. The lake often reflects the colorful foliage along the beaches, creating picturesque views that attract photographers and nature lovers.
Winds from Lake Michigan can add a brisk chill, especially during the evenings, enhancing the autumn atmosphere. Fall is also a quieter time at the lake, offering peaceful moments away from the summer crowds.
Things to Do in the Fall in Sheboygan
As autumn paints Sheboygan in vibrant hues, the city comes alive with a variety of exciting fall activities. From pumpkin and apple picking to scenic drives, there are dozens of different things for everyone to enjoy during this colorful season.
1. Go Pumpkin and Apple Picking
Photo Credit: Drazen Zigic
Experience the joy of fall by visiting local farms like Mulberry Lane and Bulitz Pumpkin Farm to pick your own pumpkins and apples. These family-friendly activities are a perfect way to enjoy the crisp autumn air and bring home fresh, seasonal produce.
2. Explore the Corn Mazes
Photo Credit: Natalia Deriabina
Get lost in the fun with Sheboygan’s popular fall maze attractions, like the famous cornfield mazes and straw mazes at Spieker's. These seasonal puzzles offer hours of entertainment that visitors of all ages will love, making them a great way to embrace the festive fall spirit.
3. Take a Scenic Fall Drive
Photo Credit: PhotosbyLMF
Drive through Sheboygan County’s scenic routes to admire the stunning fall foliage. The vibrant leaves, rolling landscapes, and rivers create picture-perfect views that capture the essence of autumn in Wisconsin. For a scenic drive close to Sheboygan, head to Kohler Andrae State Park.
4. Enjoy Local Parks and Trails
Explore Sheboygan’s miles of parks and trails, where you can hike, bike, or simply take a leisurely walk surrounded by colorful leaves. These outdoor spaces provide peaceful retreats to fully appreciate the beauty of fall.
5. Discover Downtown Sheboygan
Photo Credit: Aaron of L.A. Photography
Spend time in downtown Sheboygan, where charming shops, cozy restaurants, and seasonal decorations create a warm fall atmosphere. It’s the perfect spot to enjoy a day of shopping, dining, and soaking in local culture.
Fall Events in Sheboygan
Sheboygan in the fall comes alive with a variety of exciting upcoming events that celebrate the season’s vibrant colors and festive spirit. From family-friendly festivals to cultural celebrations, there’s something happening for everyone to enjoy during this special time of year.
Sheboygan Falls Oktoberfest: Mid September
Oktoberfest brings a taste of German culture to the Midwest with traditional music, authentic food, and craft beer. It’s a lively event that combines cultural heritage with the festive energy of the fall season.
Fallooza Fall Festival: Late September
Fallooza is a vibrant celebration of the autumn season featuring live music, food vendors, and family-friendly activities. This event brings the community together to enjoy the crisp fall air and festive atmosphere, making it a perfect outing for all ages.
Scarecrow Festival at Camp Y-Koda: Mid October
Every October, Camp Y-Koda transforms into a whimsical autumn wonderland for the annual Scarecrow Festival. Local artists, businesses, and families create imaginative scarecrow displays set against the camp’s 500-acre backdrop of forests and fields.
Beyond the creative exhibits, the festival offers plenty of family-friendly fun, including train rides, arts and crafts, storytime, s’mores around the fire, and face painting. It’s a perfect way to celebrate the season while enjoying the crisp fall air and Sheboygan’s community spirit.
Manitowoc Pumpkin Palooza: Mid October
Pumpkin Palooza is a fun-filled event centered around pumpkins of all shapes and sizes. Visitors can participate in pumpkin carving, painting, and decorating, or even enter their jack-o'-lanterns in the pumpkin contest.
Sheboygan Farmers’ Market: Through Late October
Held at Fountain Park through late October, the Sheboygan Farmers’ Market is a fall favorite for locals and visitors alike. Stalls brim with seasonal produce like crisp apples, pumpkins, squash, and fresh-baked goods, alongside handmade crafts and artisan products.
The lively atmosphere makes it more than just a market—it’s a gathering place where you can sip coffee, browse local goods, and enjoy the sights and sounds of autumn in Sheboygan. It’s an ideal stop to pick up both fresh ingredients and unique souvenirs during your fall visit.
Experience Fall in Sheboygan
Sheboygan in the fall is a destination that offers something for everyone. From the vibrant colors of the fall foliage to the fun-filled festivals and events, there’s no shortage of activities to enjoy. Whether you’re picking pumpkins, enjoying a scenic drive, or surfing on Lake Michigan, Sheboygan provides endless opportunities for adventure and relaxation.
As the season changes and the days grow shorter, take the time to explore all that Sheboygan has to offer. Book your stay with Sheboygan Vacation Rentals for memories that will last a lifetime, inspiring you to return year after year.